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EP4094588A1 - Peptide - Google Patents

Peptide Download PDF

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Publication number
EP4094588A1
EP4094588A1 EP22173496.5A EP22173496A EP4094588A1 EP 4094588 A1 EP4094588 A1 EP 4094588A1 EP 22173496 A EP22173496 A EP 22173496A EP 4094588 A1 EP4094588 A1 EP 4094588A1
Authority
EP
European Patent Office
Prior art keywords
peptide
test
seq
amino acid
lsstqaqqsy
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP22173496.5A
Other languages
German (de)
English (en)
Inventor
Kousaku Ohinata
Yukiha MORI
Hideyuki Suzuki
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kazusa DNA Research Institute Foundation
Kyoto University NUC
Original Assignee
Kazusa DNA Research Institute Foundation
Kyoto University NUC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kazusa DNA Research Institute Foundation, Kyoto University NUC filed Critical Kazusa DNA Research Institute Foundation
Publication of EP4094588A1 publication Critical patent/EP4094588A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L11/00—Pulses, i.e. fruits of leguminous plants, for production of food; Products from legumes; Preparation or treatment thereof
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/17—Amino acids, peptides or proteins
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/30—Dietetic or nutritional methods, e.g. for losing weight
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/40—Complete food formulations for specific consumer groups or specific purposes, e.g. infant formula
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/415—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from plants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/04—Linear peptides containing only normal peptide links
    • C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Definitions

  • the present invention relates to a novel peptide.
  • the present invention also relates to a pharmaceutical and a food product comprising the peptide.
  • Item 2 A peptide consisting of the amino acid sequence LSSTQAQQSY (SEQ ID NO: 1), the peptide being derived from a thermolysin digest of soybean ⁇ -conglycinin protein.
  • Item 3 A pharmaceutical composition comprising the peptide according to Item 1 or 2 as an active ingredient.
  • Item 6 A food product characterized in that the peptide according to Item 1 or 2 is added to the food product.
  • Item 8 A method for ameliorating or treating diminished motivation, depression, or mood disorder, or a symptom caused thereby, the method comprising administering the peptide according to Item 1 or 2 to a patient suffering from diminished motivation, depression, or mood disorder, or a symptom caused thereby, or a subject at risk thereof.
  • the peptide used in the present invention has two or more asymmetric carbons, its enantiomer, diastereomer(s), or a mixture thereof in any ratio may also be used. Separation of the enantiomer or diastereomer may be performed using a general column, for example, using a chiral column, by a method in which the enantiomer or diastereomer is optically resolved in the form of a derivative by introducing an optically active group, and the optically active group is subsequently removed; a method in which the enantiomer or diastereomer is optically resolved by forming a salt with an optically active acid or base; or any other known method.
  • the peptide of the present invention in particular the peptide consisting of the amino acid sequence LSSTQAQQSY (SEQ ID NO: 1), can be obtained by hydrolyzing ⁇ -conglycinin ( ⁇ -CG) protein, which is a major storage protein of soybeans, using thermolysin.
  • ⁇ -CG ⁇ -conglycinin
  • the hydrolysis product may be used as it is, or purified to separate the active ingredient peptide that is to be used.
  • the peptide of the present invention can also be obtained by a peptide synthesis method.
  • a solutionphase method or a solid-phase method is generally used in peptide synthesis.
  • a starting material having a reactive carboxy group can be condensed with a starting material having a reactive amino group by a method via an active ester using HBTU, etc. or by a method using a coupling agent, such as carbodiimide.
  • the peptide can also be produced by removing the protecting group.
  • amino-protecting groups include benzyloxycarbonyl (CBZ), t-butyloxycarbonyl (Boc), 9-fluorenylmethyloxycarbonyl (Fmoc), and the like.
  • carboxy-protecting groups include groups capable of forming alkyl esters, benzyl esters, and the like.
  • the C-terminal carboxy group is bonded to a support, such as chlorotrityl resin, chloromethyl resin, oxymethyl resin, or p-alkoxybenzyl alcohol resin.
  • the condensation reaction is carried out in the presence of a condensing agent, such as carbodiimide, or using an N-protecting amino acid active ester or a peptide active ester.
  • the peptide of the present invention can also be synthesized according to an enzymatic method (see WO2003/010307 ).
  • granules or tablets can be coated with enteric coating bases, such as hydroxypropylmethylcellulose phthalate and methacrylic acidmethyl methacrylate polymer, to form enteric-coated preparations; or coated with, for example, ethylcellulose, carnauba wax, or hydrogenated oil to form sustained-release preparations.
  • enteric coating bases such as hydroxypropylmethylcellulose phthalate and methacrylic acidmethyl methacrylate polymer
  • enteric-coated preparations or coated with, for example, ethylcellulose, carnauba wax, or hydrogenated oil to form sustained-release preparations.
  • Capsules may be prepared by filling hard capsules with powders or granules, or by coating with gelatin films the active ingredient as it is, or after being dissolved in glycerin, polyethylene glycol, sesame oil, olive oil, or the like to form soft capsules.
  • Food products that can be prepared by adding or blending the peptide of the present invention may take the form of health foods, functional foods, nutritional supplements, dietary supplements, foods for specified health uses, foods for the ill/combined foods for the ill (a category of foods for special dietary uses, approved by Japan's Ministry of Health, Labour and Welfare), and foods for the elderly (a category of foods for special dietary uses, approved by Japan's Ministry of Health, Labour and Welfare). These foods may be in the form of uncoated tablets, film-coated tablets, sugar-coated tablets, granules, powders, tablets, capsules (including both hard and soft capsules), chewable forms, syrups, drinks, and the like.
  • the preparation of food products obtained by adding or blending the peptide of the present invention can be performed according to known methods.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Nutrition Science (AREA)
  • Mycology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Botany (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Agronomy & Crop Science (AREA)
  • Pediatric Medicine (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Immunology (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Medicines Containing Plant Substances (AREA)
EP22173496.5A 2015-03-02 2016-03-02 Peptide Withdrawn EP4094588A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2015040368 2015-03-02
PCT/JP2016/056453 WO2016140277A1 (fr) 2015-03-02 2016-03-02 Peptide
EP16758970.4A EP3266794B1 (fr) 2015-03-02 2016-03-02 Peptide

Related Parent Applications (2)

Application Number Title Priority Date Filing Date
EP16758970.4A Division EP3266794B1 (fr) 2015-03-02 2016-03-02 Peptide
EP16758970.4A Division-Into EP3266794B1 (fr) 2015-03-02 2016-03-02 Peptide

Publications (1)

Publication Number Publication Date
EP4094588A1 true EP4094588A1 (fr) 2022-11-30

Family

ID=56848850

Family Applications (2)

Application Number Title Priority Date Filing Date
EP22173496.5A Withdrawn EP4094588A1 (fr) 2015-03-02 2016-03-02 Peptide
EP16758970.4A Active EP3266794B1 (fr) 2015-03-02 2016-03-02 Peptide

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP16758970.4A Active EP3266794B1 (fr) 2015-03-02 2016-03-02 Peptide

Country Status (5)

Country Link
US (2) US10280202B2 (fr)
EP (2) EP4094588A1 (fr)
JP (2) JP6667781B2 (fr)
ES (1) ES2935913T3 (fr)
WO (1) WO2016140277A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4094588A1 (fr) 2015-03-02 2022-11-30 Kyoto University Peptide
JP6893646B2 (ja) * 2016-09-07 2021-06-23 国立大学法人京都大学 精神疾患を治療するためのペプチドおよびペプチドコンジュゲート
WO2022168413A1 (fr) * 2021-02-04 2022-08-11 ユーハ味覚糖株式会社 Procédé de production d'une composition contenant de la deprestatine
EP4447987A1 (fr) 2021-12-15 2024-10-23 Viage Therapeutics Inc. Utilisations de peptides thérapeutiques
WO2024117210A1 (fr) * 2022-12-01 2024-06-06 国立大学法人京都大学 Composition contenant un peptidef
WO2024259556A1 (fr) * 2023-06-19 2024-12-26 Viage Therapeutics, Inc. Utilisations de peptides thérapeutiques

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003010307A1 (fr) 2001-07-26 2003-02-06 Ajinomoto Co., Inc. Gene de peptide synthase, peptide synthase et procede de preparation d'un dipeptide
JP2007091656A (ja) * 2005-09-29 2007-04-12 Kyoto Univ 新規なオピオイド活性ペプチド、新規な抗不安ペプチド
JP2009247270A (ja) * 2008-04-04 2009-10-29 Rohto Pharmaceut Co Ltd ダイズペプチド含有固形製剤
EP2130533A1 (fr) * 2007-04-05 2009-12-09 J-Oil Mills, Inc. Agent neuroleptique et aliment fonctionnel
US20100210564A1 (en) * 2009-02-02 2010-08-19 Kyoto University Drug or food containing a peptide
JP2010222300A (ja) * 2009-03-24 2010-10-07 Nagoya Univ 機能性ペプチドを表すルールの抽出法、機能性ペプチドの設計法及び調製法、ポリペプチド又はポリペプチド含有組成物の評価法、並びに機能性ペプチド

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2011126054A1 (ja) 2010-04-07 2013-07-11 国立大学法人京都大学 生理活性ペプチド
JP6098929B2 (ja) 2013-02-22 2017-03-22 国立大学法人京都大学 抗うつ剤又は抗不安剤
EP4094588A1 (fr) 2015-03-02 2022-11-30 Kyoto University Peptide

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003010307A1 (fr) 2001-07-26 2003-02-06 Ajinomoto Co., Inc. Gene de peptide synthase, peptide synthase et procede de preparation d'un dipeptide
JP2007091656A (ja) * 2005-09-29 2007-04-12 Kyoto Univ 新規なオピオイド活性ペプチド、新規な抗不安ペプチド
EP2130533A1 (fr) * 2007-04-05 2009-12-09 J-Oil Mills, Inc. Agent neuroleptique et aliment fonctionnel
JP2009247270A (ja) * 2008-04-04 2009-10-29 Rohto Pharmaceut Co Ltd ダイズペプチド含有固形製剤
US20100210564A1 (en) * 2009-02-02 2010-08-19 Kyoto University Drug or food containing a peptide
JP2010222300A (ja) * 2009-03-24 2010-10-07 Nagoya Univ 機能性ペプチドを表すルールの抽出法、機能性ペプチドの設計法及び調製法、ポリペプチド又はポリペプチド含有組成物の評価法、並びに機能性ペプチド

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
EIKO HATAKEYAMA ET AL: "Modulating effects of soy protein isolate and soy protein hydrolysate on human brain function", DAIZU TAMPAKUSHITSU KENKYU - SOY PROTEIN RESEARCH JAPAN, FUJI TANPAKUSHITSU KENKYU SHINKO ZAIDAN, IZUMISANO, JP, vol. 6, 1 January 2003 (2003-01-01), pages 147 - 152, XP009505695, ISSN: 1344-4050 *

Also Published As

Publication number Publication date
EP3266794A1 (fr) 2018-01-10
JP7141642B2 (ja) 2022-09-26
JP2020040982A (ja) 2020-03-19
US10280202B2 (en) 2019-05-07
WO2016140277A1 (fr) 2016-09-09
EP3266794A4 (fr) 2018-08-22
US12297240B2 (en) 2025-05-13
ES2935913T3 (es) 2023-03-13
JPWO2016140277A1 (ja) 2018-01-11
US20230011813A1 (en) 2023-01-12
US20180044386A1 (en) 2018-02-15
JP6667781B2 (ja) 2020-03-18
EP3266794B1 (fr) 2022-11-30

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